Captain Johnny is USCG licensed for sail and power. He grew up sailing, and has raced sailboats up and down the eastern seaboard. He has run tow boats and larger passenger vessels. In a small rural county in Virginia, he and his wife Amy taught English. Asked what he likes most about these sailing trips on the Stiletto 27’s, he says, “Sailing a fast but super stable cat is a blast. But really, it’s meeting people from around the country and sharing a passion for being on the water that never gets old.”


Freeman carries a Coast Guard issued 100 ton merchant mariner license and has experience on sailing vessels ranging from Hobie Cats to 100 foot schooners. When he isn’t sailing, you can find him catching waves or rock climbing.

Amy the photographer

Amy Stevens


Amy Stevens is a gifted natural light photographer who has been taking photos professionally since 2008.  She also happens to be Captain Johnny’s wife and the artsy nerd behind Sail Folly’s website design and social media marketing. Let Amy capture your special moment or event during the magical “golden hour” aboard one of Sail Folly’s private sunset charters.  You can add this option for just $250 when booking a private sunset sail online. This fee includes the session aboard and the professionally edited digital images.  View Amy’s beautiful work on her website at or find her on Instagram and Facebook.  Don’t miss this special pricing offered only to Sail Folly customers!